M365 - Josh Wickes

M365

Your Tenant has Three AI Labs in It Now. Here's What That Breaks.

Three frontier AI labs now have first-party integrations inside a standard Microsoft 365 tenant. The architectural implications for identity, data residency, and policy enforcement aren't being covered at the right depth.

Copilot

Managing Copilot Cowork Skills: Design Patterns for Enterprise

The subfolder pattern works in Copilot Cowork, so the design question actually matters. How to structure SKILL.md as a dispatch router, where organisational content belongs, and why the growing community marketplaces are a risk, not a shortcut.

Microsoft

Copilot Cowork Custom Skills, One Week On: Microsoft Quietly Rewrote the Model

A week after my first Copilot Cowork custom skills post, Microsoft has quietly changed three of the behaviours I documented. The install flow, the Skills panel, and the skill format have all moved. None of it is in Microsoft Learn yet.

Microsoft

Copilot Cowork Custom Skills: Here's What I Found

I tested Copilot Cowork custom skills for a week. The docs make setup look simple, but there's undocumented behaviour, built-in skill conflicts, and a persistence gap vs Claude Cowork.